29342-34-5

Basic information

• Product Name: 1-(4-chlorophenyl)-1-nitroethane
• Synonyms: 1-(4-chlorophenyl)-1-nitroethane
• CAS NO: 29342-34-5
• Molecular Weight: 185.61
• Mol File: 29342-34-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(4-chlorophenyl)-1-nitroethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-chlorophenyl)-1-nitroethane(29342-34-5)
• EPA Substance Registry System: 1-(4-chlorophenyl)-1-nitroethane(29342-34-5)

Safety Data

• Hazardous Substances Data: 29342-34-5(Hazardous Substances Data)

Upstream product

• 3391-10-4 1-(p-chlorophenyl)ethyl alcohol 
• 106-39-8 bromochlorobenzene 
• 79-24-3 Nitroethane 
• 14804-61-6 1-(1-bromoethyl)-4-chlorobenzene 

Downstream Products

• 31657-67-7 1-Chlor-1-nitro-1-p-chlorphenyl-ethan 
• 1610701-40-0 methyl 4-(4-chlorophenyl)-4-nitropentanoate 
• 5578-98-3 5-methyl-5-phenylpyrrolidin-2-one 
• 1610701-52-4 5-(4-chlorophenyl)-5-methylpyrrolidin-2-one 
• 99-91-2 para-chloroacetophenone 

Relevant articles and documents

Micelle-enabled palladium catalysis for convenient sp2-sp3 coupling of nitroalkanes with aryl bromides in water under mild conditions

The efficacy of custom surfactant FI-750-M, designed to mimic polar solvents such as DMF and 1, 4-dioxane, has been demonstrated with the palladium-catalyzed sp2-sp3 coupling of nitroalkanes to aryl bromides using a heteroleptic palladium catalyst under unprecedentedly mild conditions. Optimized reaction conditions mostly provided good yields up to gram scale, with high selectivity and functional group tolerance for a wide scope of aryl bromides. Use of surfactant FI-750-M makes water the gross reaction medium and enables in-flask recycling. The behavior of the surfactant has been elucidated with DLS and cryo-TEM measurements, and mechanistic investigations have revealed the importance of the π-allyl ligand in the catalytic cycle.

Synthesis of 5-alkyl-5-aryl-1-pyrroline N-oxides from 1-aryl-substituted nitroalkanes and acrolein via Michael addition and nitro reductive cyclization

A general method for accessing 5-alkyl-5-aryl-1-pyrroline N-oxides (AAPOs) has been established using readily available aryl bromides, nitroalkanes, and acrolein as the starting materials. The palladium-catalyzed arylation of nitroalkanes gave the 1-aryl-substituted nitroalkanes, which underwent the Et3N-catalyzed Michael addition with acrolein at room temperature to afford the 4-aryl-4-nitroaldehydes. The latter were then subjected to the nitro reductive cyclization using Zn-HOAc in EtOH at 0 °C followed by warming the reaction mixture to room temperature for 24 h, furnishing the 5-alkyl-5-aryl-1-pyrroline N-oxides in good overall yields. Selected examples of 1,3-dipolar cycloaddition of the cyclic nitrones with methyl methacrylate were also described.